Legendary Washington Post executive editor Ben Bradlee died Tuesday at age 93 after battling Alzheimer's Disease for several years.

The message of this baffling ad for the Washington Post iPad edition seems to be that technology is too difficult for newspaper journalists to master, who are generally old and confused and prone to yell strange things at one another.

Cassie, the singer best known for her hair and for having hooked up with Diddy, turns 23 today. Macaulay Culkin is turning 29. Thalia, the Latin singer and wife of music honcho Tommy Mottola, is 38. Former vice presidential candidate Geraldine Ferraro is turning 74. Former Homeland Security boss Tom Ridge is 64. Valerie Simpson of Ashford & Simpson turns 63. Actor Chris Pine is turning 29. Shirley Manson of the band Garbage is 43. Upper East Side interior designer Lisa Jackson is turning 51. Legendary Washington Post editor Ben Bradlee turns 88. And New York Times crossword editor Will Shortz turns 57 today.

• Developer Charles Yassky has put his townhouse back on the market—and he's looking for $2 million more than he was seeking last fall. Yassky purchased 122 East 78th Street in mid-2008 for $13.2 million. He put it back on the market with Paula Del Nunzio just two weeks later for $18.9 million, before dropping the price to $16.9 million in November and eventually taking it off the market altogether in April. The 36-foot-wide manse has returned to the market with broker Carrie Chiang for $18.9 million. [Cityfile, Corcoran]
• Roberta Campbell, the wife of former Intuit CEO William Campbell, has paid $17.5 million for an 11th-floor condo at 15 Central Park West. Campbell bought the apartment from Paula Lascano, who paid $14.2 million for the four-bedroom pad in March 2008. [Real Deal]

• Albert Hammond Jr.'s East Village apartment has gone back on the market. Hammond originally listed the two-bedroom pad at 141 East 3rd Street for $1.199 million last August, and went into contract to sell it before the buyer dropped out. He later re-listed it for $999,000, but then took it off the market altogether in January. It's now back—and cheaper than ever. Hammond's apartment can be yours for $899,000. [Cityfile, Corcoran]
• Warhol muse Jane Holzer has finally closed on the sale of her apartment at 23 East 74th Street. The five-bedroom home, which hit the market last June for $22.5 million, had been reduced to $16.9 million by the time it went into contract in March. The deal has now closed: Apparel mogul Jason Rabin and his wife Nicole picked up the apartment for $14.1 million. [Cityfile]
• Gossip Girl co–executive producer Joshua Safran has put his third-floor loft at 77 White Street on the market for $2.295 million. [NYM, Warburg]

The speaker at this year's Columbia J-School commencement is former Washington Post executive editor and current WaPo VP Ben Bradlee, he of Deep Throat knowledge and Pentagon Papers-publishing, as Columbia Dean of Students Sree Sreenivasan wrote in an email to students yesterday. But do all of the J-schoolers know who Bradlee is? Sreenivasan's email seemed to imply they sure might not.